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WINDERMERE, FL 34786 505 JENNIFER LANE

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Presented By: COMPASS FLORIDA LLC with 407-203-9441. - 407-203-9441
  • MLS# O6384643
  • 02/26/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 3 / 1
  • SQFT • 3,525
  • Garage • 3

Home Details

Under contract-accepting backup offers. Villa Casablanca | Luxury Windermere Estate on 1-Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermere’s most privately held enclaves— this white-painted brick estate makes an immediate architectural statement. A circular motor court, tiered fountain, and mature canopy trees establish presence before you ever step inside. What unfolds within is architectural theater. Vaulted ceilings rise to a dramatic 14-foot peak as skylights and expansive double-pane windows flood the interiors with natural light. A sculptural chandelier crowns the volume, while a full-height stone fireplace ascends as the focal point. French glass doors frame panoramic views of the private rear oasis — pool, pergola, and mature canopy beyond — creating a seamless connection between interior grandeur and outdoor serenity. Bay windows overlook the fountain and motor court, creating a balanced dialogue between arrival and retreat. The chef’s kitchen commands attention. A grand Taj Mahal quartzite island defines the center. White oak cabinetry spans floor to ceiling. The Thor range and sculpted hood rise against a full-height stone backdrop. pot filler., Viking refrigerator. Glass pendants hover overhead -- Every finish carries presence. The scullery unfolds unexpected, elevated, and unforgettable — Deep olive custom cabinetry, textured tile, LED-lit shelving, beverage refrigeration, and layered storage make it as functional as it is striking. A split plan introduces the primary suite — vaulted, private, composed. A sculptural chandelier anchors the ceiling while tailored wall moldings define the room. Dual concealed walk-in closets preserve symmetry. The primary bath is a statement of design: matte stone soaking tub beneath clerestory light, full-height stone extending into a curbless marble shower, dual tailored vanities with brushed brass accents, and patterned marble floor grounding the space in immersive opulence. An adjoining vaulted extension captures pool views and opens to the lanai. The powder room shifts tone — charcoal paneled walls, sculptural marble sink, polished brass fittings, arched mirror, and bold tile creating a rich, moody presence. A formal office behind glass French doors offers focused productivity and polished presentation. An arched corridor leads to the secondary wing where three additional bedrooms offer privacy and versatility. One suite provides direct exterior access, functioning as a cabana retreat with its own en suite bath — ideal for guests or seamless indoor-outdoor living. Outdoors, the property transforms into a private compound. A covered veranda spans the rear with classical columns and herringbone flooring. The fully equipped summer kitchen, custom wood pergola lounge, expansive lawn, fresh sod, rear gate access, and lush landscaping offer scale impossible to replicate in today’s market. Villa Casablanca is not comparable to new construction. It is rarer. Extensively renovated inside out with a long list of brand new finishes - Roof, HVAC, Double pane windows, plumbing, pool refinish, smooth drywall level 5 finish and much more. Schedule your showing today.
Presented By: COMPASS FLORIDA LLC with 407-203-9441. - 407-203-9441

Interior Features for 505 JENNIFER LANE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths4

Other Interior Features

LivingAreaSourceOwner
Air Conditioning Y/NYes
Fireplace FeaturesLiving Room, Stone, Wood Burning
Fireplace Y/NYes
FlooringEngineered Hardwood, Luxury Vinyl, Marble, Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBuilt-in Features, Ceiling Fan(s), Chair Rail, Dry Bar, Dumbwaiter, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry FeaturesElectric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Total Stories1
Window FeaturesDisplay Window(s), Double Pane Windows, Insulated Windows, Low-Emissivity Windows

General for 505 JENNIFER LANE

Additional Parcels Y/NNo
Additional RoomsGreat Room, Inside Utility
AppliancesConvection Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator
Assoc Fee Paid PerAnnually
Association Fee IncludesMaintenance Grounds
Association NameStuart Atherton
Attached Garage Yes
Body of WaterLAKE DOWN
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINDERMERE
Community FeaturesPublic Boat Ramp
Construction MaterialsBrick, Stucco
CoolingCentral Air
CountyOrange
DirectionsHead south on Apopka-Vineland Rd toward Isleworth. Continue past the Isleworth entrance, then turn right onto Jennifer Lane. 505 Jennifer Lane will be on your right.
Elementary SchoolWindermere Elem
Facing DirectionWest
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces3
Garage Y/NYes
HOA Fee$4000
HeatingCentral, Electric
High SchoolOlympia High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionWINDERMERE OAKS 10/27 LOT 5
LevelsOne
Listing TermsCash, Conventional, Other
Living Area UnitsSquare Feet
Lot Size Square Feet43566
Lot Size UnitsAcres
MLS Area34786 - Windermere
Middle/Junior High SchoolChain of Lakes Middle
Minimum LeaseNo Minimum
Monthly HOA Amount333.33
New ConstructionNo
Occupancy TypeVacant
Other StructuresCabana, Outdoor Kitchen
OwnershipFee Simple
Patio/Porch FeaturesCovered, Front Porch, Patio, Porch
Pets AllowedYes
Pool FeaturesIn Ground, Lighting, Tile
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerSeptic Tank
Spa FeaturesIn Ground
Standard StatusPending
StatusPending
Subdivision NameWINDERMERE OAKS
Tax Annual Amount7624.13
Tax Lot5
Tax Year2024
Total Rooms3
UtilitiesElectricity Connected, Street Lights, Underground Utilities
ViewGarden, Pool, Trees/Woods
Virtual TourClick here
Water Access TypeLake - Chain of Lakes
Water Access Y/NYes
Water View Y/NNo
Year Built1989
ZoningSFR

Exterior for 505 JENNIFER LANE

Building Area Total5344
Covered Spaces3
Exterior AmenitiesFrench Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
FencingFenced, Masonry
Foundation DetailsSlab
Lot FeaturesCleared, Cul-De-Sac, City Lot, Landscaped, Near Golf Course, Oversized Lot
Lot Size Acres1
Lot Size Area1.0001
Parking FeaturesCircular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Oversized, Parking Pad
Private PoolYes
Road Frontage TypeStreet Brick, Street Paved
Road Surface TypeBrick, Paved
SpaYes
VegetationMature Landscaping, Oak Trees, Trees/Landscaped
Water SourceWell
Waterfront Y/NNo

Additional Details

Price History

Steven Silcock

Broker Owner
Price $2,250,000
MLS#O6384643
List Date 02/26/2026
Property Type Single Family
Phone 407.574.0218
Request Tour
Request Info
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